| Journal Articles: 22 results |
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Synthesis of Triarylmethane and Xanthene Dyes Using Electrophilic Aromatic Substitution Reactions James V. McCullagh and Kelly A. Daggett
In this experiment, electrophilic aromatic substitution reactions are used to synthesize several triarylmethane and xanthene dyes (fluorescein, erythrosin B, thymolphthalein, and rhodamine B) using common equipment while avoiding often troublesome, hydroscopic Lewis acids. Subsequent UVvis analysis produce spectra that match commercially available dye samples.
McCullagh, James V.; Daggett, Kelly A. J. Chem. Educ. 2007, 84, 1799.
Acids / Bases |
Aromatic Compounds |
Dyes / Pigments |
Electrophilic Substitution |
Equilibrium |
Synthesis |
UV-Vis Spectroscopy
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Chemical Aspects of Local and Regional Anesthesia Robert Brunsvold and Daryl L. Ostercamp
The chemistry that underlies the development of local and regional anesthesia is explored. Emphasis is placed upon the importance of acidity constants and lipophilic versus hydrophilic character in interpreting what affect a particular compound has upon biological processes.
Brunsvold, Robert; Ostercamp, Daryl L. J. Chem. Educ. 2006, 83, 1816.
Acids / Bases |
Bioorganic Chemistry |
Chirality / Optical Activity |
Drugs / Pharmaceuticals |
Medicinal Chemistry |
Synthesis |
Applications of Chemistry
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Presumptive and Confirmatory Drug Tests Craig Anderson
Tests for illegal drugs were performed on unknowns obtained from over-the-counter cold medicines. Substances that tested positive for the qualitative Marquis color test were found to be false positives for illegal substances, while scopolamine hydrochloride shows a false positive for cocaine hydrochloride with the cobalt thiocyanate reagent.
Anderson, Craig. J. Chem. Educ. 2005, 82, 1809.
Drugs / Pharmaceuticals |
Qualitative Analysis |
Acids / Bases |
Gas Chromatography |
IR Spectroscopy |
Mass Spectrometry
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Using "Basic Principles" To Understand Complex Science: Nicotine Smoke Chemistry and Literature Analogies Jeffrey I. Seeman
The HendersonHasselbalch equation calculates the equilibrium distribution of 50:50 for nicotine in its nonprotonated (free base form), relative to its monoprotonated form, at pH of 8 in dilute aqueous solution. This ratio has then been used in the literature to predict the effect of ammonia compounds in tobacco and in smoke on nicotine pyrolysis and smoke chemistry. Experiments demonstrate that neither the thermal chemistry of tobacco alkaloids nor the transfer of nicotine from tobacco to smoke can be explained by the position of the nonprotonated versus monoprotonated form equilibrium in aqueous extracts of tobacco. The high thermal stability of nicotine in air allows nicotine salts to be converted to nonprotonated nicotine and volatilize during heating prior to any substantial decomposition of the nicotine moiety. In contrast, cocaine hydrochloride is thermally unstable and will rapidly decompose upon heating; cocaine hydrochloride must first be converted to its nonprotonated form prior to heating and volatilization.
Seeman, Jeffrey I. J. Chem. Educ. 2005, 82, 1577.
Acids / Bases |
Applications of Chemistry |
Calorimetry / Thermochemistry |
Heterocycles |
pH |
Natural Products |
Gases
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Enantiomeric Resolution of (±)-Mandelic Acid by (1R,2S)-(–)-Ephedrine. An Organic Chemistry Laboratory Experiment Illustrating Stereoisomerism Marsha R. Baar and Andrea L. Cerrone-Szakal
There has been an increasing need, particularly in the pharmaceutical industry, to prepare chiral substances in single-isomer form. A chiral technique that makes an excellent introductory organic chemistry experiment is enantiomeric resolution. The classical resolution of ()-mandelic acid using the chiral amine, (1R,2S)-()-ephedrine, was adapted for use in introductory organic chemistry lab curricula.
Baar, Marsha R.; Cerrone-Szakal, Andrea L. J. Chem. Educ. 2005, 82, 1040.
Acids / Bases |
Chirality / Optical Activity |
Separation Science |
Stereochemistry |
Diastereomers |
Enantiomers
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Demonstrating Encapsulation and Release: A New Take on Alginate Complexation and the Nylon Rope Trick Andrienne C. Friedli and Inge R. Schlager
Three variations on a classroom demonstration of the encapsulation of droplets and evidence for release of the interior solution are described. The first two demonstrations mimic biocompatible applications of encapsulation. A third encapsulation exercise exploits the irreversible interfacial polymerization of diamine and diacid chloride to form membranes and illustrates the detection of diamine release from the capsule using an indicator.
Friedli, Andrienne C.; Schlager, Inge R. J. Chem. Educ. 2005, 82, 1017.
Biotechnology |
Acids / Bases |
Applications of Chemistry |
Carbohydrates |
Consumer Chemistry |
Membranes
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Lewis Acid–Base, Molecular Modeling, and Isotopic Labeling in a Sophomore Inorganic Chemistry Laboratory Chip Nataro, Michelle A. Ferguson, Katherine M. Bocage, Brian J. Hess, Vincent J. Ross, and Daniel T. Swarr
Computational methods can be introduced to simulate IR spectra and to view the HOMO of the Lewis base and the LUMO of the Lewis acid. In addition to the computational exercise, NaBD4 can be used in the synthesis of the adduct in place of NaBH4. This allows the students to observe the effect of isotopic labeling on IR spectra.
Nataro, Chip; Ferguson, Michelle A.; Bocage, Katherine M.; Hess, Brian J.; Ross, Vincent J.; Swarr, Daniel T. J. Chem. Educ. 2004, 81, 722.
Lewis Acids / Bases |
Molecular Modeling |
Isotopes |
IR Spectroscopy |
Laboratory Computing / Interfacing
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Simulating How a Virus Spreads through a Population: An Introduction to Acid-Base Chemistry in the Organic Chemistry Laboratory Ronald M. Jarret
The traditional lab exercise that achieves separation of a mixture of 4-aminoacetophenone and benzoic acid by chemically active extraction has been expanded to include an exercise that uses materials from the extraction experiment to simulate how a virus spreads through a population.
Jarret, Ronald M. J. Chem. Educ. 2001, 78, 525.
Acids / Bases |
Separation Science |
Solutions / Solvents |
Aromatic Compounds |
Carboxylic Acids
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Thermochromism in Commercial Products Mary Anne White and Monique LeBlanc
Many commercial products change color with a change of temperature. How do they do it? The processes responsible for the two major categories of commercial thermochromic coloring agents are presented, along with a description of applications of thermochromic materials.
White, Mary Anne; LeBlanc, Monique. J. Chem. Educ. 1999, 76, 1201.
Acids / Bases |
Consumer Chemistry |
Materials Science |
Applications of Chemistry
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Comments on the Treatment of Aromaticity and Acid-Base Character of Pyridine and Pyrrole in Contemporary Organic Chemistry Textbooks Hugh J. Anderson and Ludwig Bauer
Presentations of aromaticity and acid-base character of pyridine and pyrrole in 18 contemporary organic chemistry textbooks were surveyed.
Anderson, Hugh J.; Bauer, Ludwig. J. Chem. Educ. 1999, 76, 1151.
Acids / Bases |
Aromatic Compounds
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Using Bad Science To Teach Good Chemistry Michael S. Epstein
This paper presents examples of bad science ranging from "unintentional mistakes" to "fraud" that can be used as part of traditional courses in general and analytical chemistry to encourage scientific reasoning and ethical behavior, and to provide a classroom atmosphere that encourages students to think and learn.
Epstein, Michael S. J. Chem. Educ. 1998, 75, 1399.
Acids / Bases
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"Crack" - A High-Interest Compound Illustrating Important Concepts in General Chemistry Hoyt, William
Using crack and cocaine as examples of amine acid-base chemistry.
Hoyt, William J. Chem. Educ. 1995, 72, 322.
Acids / Bases |
Enrichment / Review Materials |
Amines / Ammonium Compounds |
Esters
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The Determination of "Apparent" pKa's: Part II. An Experiment Using Very Weak Acids (pKa's > 11.4) Cawley, John J.
Experimental procedure for illustrating when the Henderson-Hasselbalch equation fails for very weak acids; data and analysis included.
Cawley, John J. J. Chem. Educ. 1995, 72, 88.
Acids / Bases |
Titration / Volumetric Analysis |
Aqueous Solution Chemistry
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Studying Acid-Base Equilibria in Two-Phase Solvent Media: Analyzing Results Using Aqueous Surfactant Solutions with Organic Solvents in the Titration of Analytes with Low Solubilities and Low Dissociation Constants Tucker, Sheryl A.; Amszi, Vicki L.; Acree, William E., Jr.
Authors offer suggestions for the types of problems encountered in an analytical laboratory activity involving the quantitative analysis of weak acids and weak bases.
Tucker, Sheryl A.; Amszi, Vicki L.; Acree, William E., Jr. J. Chem. Educ. 1993, 70, 80.
Acids / Bases |
Quantitative Analysis |
Solutions / Solvents |
Titration / Volumetric Analysis
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A One-Step Synthesis of Cinnamic Acids Using Malonic Acid: The Verley-Doebner Modification of the Knoevenagel Condensation Kolb, Kenneth E.; Field, Kurt W.; Schatz, Paul F.
With this procedure malonic acid itself, rather than its diester, can be effectively condensed with benzaldehyde to produce trans-cinnamic acid.
Kolb, Kenneth E.; Field, Kurt W.; Schatz, Paul F. J. Chem. Educ. 1990, 67, A304.
Microscale Lab |
Synthesis |
Acids / Bases |
Aromatic Compounds |
Aldehydes / Ketones |
Carboxylic Acids
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Consumer applications of chemical principles: Drugs Hill, John W.; Jones, Susan M.
Acid-base chemistry of drugs (nicotine, cocaine, and aspirin), general anesthesia (nitrous oxide, enflurane, isoflurane, halothane), local anesthetics (procaine, lidocaine, cocaine), and intravenous anesthetics (thiopental, ketamine hydrochloride, phencyclidine).
Hill, John W.; Jones, Susan M. J. Chem. Educ. 1985, 62, 328.
Consumer Chemistry |
Drugs / Pharmaceuticals |
Medicinal Chemistry |
Acids / Bases |
Applications of Chemistry
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Imidazole - Versatile today, prominent tomorrow Matuszak, C. A.; Matuszak, A. J.
Imidazole chemistry has pedagogical utility for all the organic chemistry students pursing careers in the life sciences.
Matuszak, C. A.; Matuszak, A. J. J. Chem. Educ. 1976, 53, 280.
Grignard Reagents |
Aromatic Compounds |
Heterocycles |
Phenols |
Acids / Bases |
Catalysis |
Coordination Compounds |
Hydrogen Bonding
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A new chemistry program for nursing and allied health students Stanitski, Conrad L.; Sears, Curtis T., Jr.
Outlines and discusses the topics considered in a chemistry program for nursing and allied health students.
Stanitski, Conrad L.; Sears, Curtis T., Jr. J. Chem. Educ. 1975, 52, 226.
Nonmajor Courses |
Applications of Chemistry |
Medicinal Chemistry |
Oxidation / Reduction |
Catalysis |
Acids / Bases |
pH |
Metabolism |
Drugs / Pharmaceuticals
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Letter to the editor Onwood, D. P.
Discusses variations in the usage of the terms "acid" and "base," including Lowry-Bronsted and Lewis systems.
Onwood, D. P. J. Chem. Educ. 1966, 43, 335.
Acids / Bases |
Lewis Acids / Bases |
Nomenclature / Units / Symbols
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Effect of amine structure on the relative acidity of conjugate acids Griswold, Robert E.
the primary objectives of this experiment are to investigate the effect of structure of amines on the relative acidity of their conjugate acids and to study some of the factors affecting equilibrium constants.
Griswold, Robert E. J. Chem. Educ. 1965, 42, 483.
Acids / Bases |
Molecular Properties / Structure |
Amines / Ammonium Compounds |
Equilibrium |
pH
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A versatile and inexpensive pH recording electrometer Malmstadt, H. V.
Presents the design and operation of a modular pH unit with automatic temperature compensation.
Malmstadt, H. V. J. Chem. Educ. 1964, 41, 148.
pH |
Acids / Bases |
Aqueous Solution Chemistry
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A separation and identification experiment for elementary organic chemistry laboratory Laughton, Paul M.
The student selects a test tube containing two unknowns and is told only that they have been selected from two of three possible groups: a primary or tertiary amine, an aldehyde or ketone, and an acid or phenol. The components are to be separated, their physical properties determined, their categories assigned, and one specific derivative prepared for each.
Laughton, Paul M. J. Chem. Educ. 1960, 37, 133.
Separation Science |
Qualitative Analysis |
Amines / Ammonium Compounds |
Aldehydes / Ketones |
Acids / Bases |
Phenols |
Physical Properties |
Synthesis
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